Gummi Bear bracelets are on Dylan Lauren's mind. No surprise, perhaps, that Ralph Lauren's daughter would be thinking about accessories — but her medium runs to Sour Patch Kids, Swedish Fish, and shoestring licorice. Lauren's 15,000-square-foot flagship store in Manhattan is a monument to an obsession dating to third grade, when she first started stockpiling Bazooka bubble-gum wrappers (with "Bazooka Joe" comics) to send away for a T-shirt.

Dylan found a early edition of her favorite childhood game at Brimfield Antiques Show in Massachusetts.

Ryan Benyi

In college, she returned from a year abroad lugging a continent's worth of candy boxes, bags, and wrappers. Soon enough, she was scouring flea markets and antiques shows, although she's owned one prized possession — a c. 1960s Candy Land board game — since childhood. Still, Lauren says she's haunted by some oversize ice-cream-cone lamps she passed up at a recent show: "They're my one regret."

This is a four-foot Life Savers coin bank that she bought for a few hundred dollars.

Ryan Benyi

Dylan Lauren finds collectibles everywhere — from exhibitions to gas stations. Some of her sweetest scores have been at the Brimfield Antiques Show in Massachusetts: a $30 vintage box of Dubble Bubble gum, a $10 early edition of her favorite childhood game, and a four-foot Life Savers coin bank that she bought for a few hundred dollars.